Callaway Real Estate

Welcome to Callaway, Maryland—a hidden gem nestled in the heart of St. Mary's County. This charming subdivision offers a serene and picturesque environment, perfect for families, retirees, and anyone looking to enjoy a peaceful lifestyle while remaining conveniently close to urban amenities.

Callaway is characterized by its lush landscapes and friendly community atmosphere. With tree-lined streets and well-maintained homes, it embodies the essence of suburban living. Residents take pride in their community, fostering a welcoming spirit that makes newcomers feel right at home. The subdivision is ideal for outdoor enthusiasts, with nearby parks and recreational areas that offer a range of activities, from hiking and biking to picnicking and birdwatching.

Located just a short drive from the vibrant town of Leonardtown, Callaway provides easy access to shopping, dining, and entertainment options. The area is also known for its rich history and cultural heritage, with various local events and festivals that celebrate the community's unique identity. Families will appreciate the quality education offered by the nearby schools, making Callaway a perfect place to raise children.

For those who appreciate the beauty of nature, Callaway is conveniently situated near the stunning waters of the Chesapeake Bay, offering opportunities for fishing, boating, and enjoying breathtaking sunsets. Whether you're looking to settle down in a cozy home, start a family, or simply enjoy a tranquil lifestyle, Callaway, MD, is the perfect place to call home. Come discover the charm and warmth of this delightful subdivision, where community and nature harmoniously blend.

Newest Listings in Callaway

$1,100,000

This is a great opportunity to live near your business! This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and a vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. AS AN ADDED BONUS: This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title.

20098 Piney Point Rd, Callaway

Listing courtesy of Samson Properties. Contact: 2407246550

$1,100,000

3 Beds ⋅ 3 Baths

Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. AS AN ADDED BONUS: This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title. Professional photos coming soon.

20098 Piney Point Rd, Callaway

Listing courtesy of Samson Properties. Contact: 2407246550

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